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WoodGreen Community Services

Delivers social services, housing, employment

Housing Development Senior Manager - Housing Development

Full-TimeDeadline 10/9/26
CA$100k/yr
Mid, Senior
Bachelor's
Toronto, ON, Canada
HybridHybrid; remote work is available after orientation and training.
Real EstateReal Estate Development

About the job

Requirements
  • A post-secondary degree in Finance, Accounting, Real Estate, Business, Economics, Urban Planning, or a related discipline.
  • Five to eight years of relevant experience in real estate development, acquisitions, investment, development finance, commercial real estate, affordable housing, or a related field.
  • Demonstrated experience building and interpreting complex real estate financial models and development pro formas, leading complex multi-party development projects, and working with construction cost management, project budgets, quantity surveyor reports, Class estimates, procurement packages, construction schedules, and payment review.
  • Strong understanding of the real estate development lifecycle, including feasibility, design, approvals, financing, procurement, construction, and operations transition.
  • Strong construction and financial literacy; agreement-review skills; attention to detail; version control discipline; document management; stakeholder coordination; negotiation; communication, writing, and briefing skills.
  • Ability to manage multiple complex projects, competing deadlines, and high-volume information flows while identifying critical risks and required decisions.
  • Demonstrated commitment to housing equity, affordability, sustainability, community benefit, Indigenous partnership, climate resilience, and long-term stewardship of community assets.
Responsibilities
  • Lead assigned affordable, supportive, and mixed-income housing projects through feasibility, due diligence, approvals, financing, procurement, construction readiness, delivery, occupancy, and close-out.
  • Lead financial evaluation and underwriting of prospective real estate acquisitions, including land, existing buildings, development sites, and partnership opportunities.
  • Review acquisition opportunities and prepare preliminary investment analyses, including purchase price, development potential, revenue assumptions, operating costs, capital requirements, and anticipated returns.
  • Develop and maintain acquisition models and investment pro formas to assess project feasibility and sensitivity to key assumptions.
  • Analyze comparable transactions, market rents, construction costs, financing assumptions, land values, and other market data to support acquisition decisions.
  • Assess alternative acquisition and ownership structures, including direct acquisition, joint ventures, partnerships, vendor arrangements, and land contributions.
  • Prepare acquisition recommendations, investment memoranda, and presentations for senior management, committee meetings, and Board of Directors meetings.
  • Coordinate and support negotiations relating to purchase price, transaction structure, conditions, deposits, closing requirements, and other commercial terms.
  • Manage acquisition due diligence, coordinating financial, legal, planning, environmental, building condition, title, zoning, and other investigations.
  • Identify key financial, transactional, and development risks and develop mitigation strategies.
  • Track acquisition conditions and deliverables through closing.
  • Support the housing development team with planning and building permit approvals for WoodGreen-owned properties.
  • Develop, maintain, and enhance detailed real estate development pro formas for affordable, supportive, and mixed-income housing projects.
  • Model project sources and uses, development costs, operating projections, financing, grants, subsidies, tax considerations, cash flow, and long-term project performance.
  • Analyze project metrics including development cost per unit, cost per square foot, loan-to-cost, loan-to-value, debt service coverage, equity requirements, project returns, and sensitivity scenarios.
  • Seek creative funding and financing sources, including social impact investments, government funding programs, and private capital.
  • Conduct sensitivity and scenario analyses to evaluate changes in construction costs, interest rates, rents, occupancy, subsidies, operating costs, financing terms, and project timing.
  • Interpret quantity surveyor cost estimates, trade pricing, construction manager budgets, change orders, invoices, and payment applications; identify gaps, unsupported assumptions, and budget variance risks.
  • Establish and maintain project financial assumptions throughout the development lifecycle and identify material variances or changes in project economics.
  • Support identification, evaluation, and securing of government funding, grants, loans, incentives, and other financing sources.
  • Lead or support financial components of applications to municipal, provincial, and federal housing programs.
  • Analyze financing term sheets, commitment letters, and loan agreements and identify financial implications and risks.
  • Support preparation of financing submissions, lender due diligence, and financial closing requirements.
  • Coordinate with Finance and external advisors on financing assumptions, draw requirements, interest calculations, lender reporting, and project cash flow.
  • Monitor funding and financing conditions throughout development and construction.
  • Lead consultant coordination, including architects, planners, engineers, cost consultants, legal counsel, environmental advisors, construction advisors, funders, and municipal partners.
  • Ensure project decisions align with WoodGreen’s affordability, sustainability, community impact, Indigenous partnership, and long-term asset stewardship objectives.
  • Prepare concise, decision-ready briefing notes, Board materials, executive updates, partner correspondence, and project trackers.
  • Assess how construction options affect cost certainty, schedule risk, design control, procurement transparency, change-order exposure, quality, insurance, bonding, warranties, and WoodGreen’s retained liabilities.
  • Support evaluation and structuring of partnerships with private developers, non-profit organizations, governments, landowners, and other stakeholders.
  • Analyze proposed partnership structures, including joint ventures, general partnerships, and limited partnerships, and contribute to scenario analysis to inform decision-making.
  • Review partner financial models and assumptions and identify areas requiring further due diligence or negotiation.
  • Support negotiation and documentation of commercial terms, including development agreements, joint venture agreements, purchase agreements, and other land acquisition transaction documents.
  • Monitor financial obligations and rights under partnership agreements throughout the project lifecycle.
  • Build and maintain relationships with municipal, provincial, and federal funders, Indigenous organizations, community partners, private-sector developers, non-profit housing partners, lenders, consultants, and contractors.
  • Represent WoodGreen in project meetings, technical working groups, funding discussions, municipal approvals processes, public consultations, and partner negotiations.
  • Coordinate closely with Finance, Housing Operations, Asset Sustainability, Community Engagement, People and Culture, Legal, Communications, and senior leadership.
  • Support transition from development to operations by ensuring design, funding, operating, service delivery, maintenance, and resident experience considerations are integrated early.
  • Ensure projects comply with funding agreements, procurement requirements, organizational policies, regulatory obligations, and applicable legislation.
  • Maintain organized electronic project files.
  • Use project management tools such as schedules, budgets, cash flows, risk registries, meeting agendas, follow-up notes, and action items to track project progress, mitigate risk, and strengthen WoodGreen’s internal development discipline.
  • Contribute to sector learning and best-practice development related to affordable housing delivery, cost control, sustainable construction, partnership models, and owner representation.
  • Support preparation of materials for senior leadership, committees, the Board of Directors, funders, and government partners.
  • Coordinate review of agreements, schedules, supplementary conditions, procurement documents, term sheets, funding agreements, indemnities, guarantees, and construction-related contract provisions with legal counsel and senior leadership.
  • Track and interpret evolving agreement drafts, redlines, summary tables, and related correspondence to clarify payment responsibilities and timing, cost limits, outstanding obligations, and unresolved issues.
  • Manage version control and decision records so WoodGreen can respond accurately to changes in legal, funding, and construction documents.
  • Identify commercial and contractual issues requiring escalation, including design cost caps, design period costs, insurance requirements, payment obligations, limitation of liability language, change-order mechanisms, indemnities, and guarantees.
  • Support negotiations with development partners, construction managers, municipalities, funders, lenders, and other affordable housing providers.
Desired Qualifications
  • A professional designation or advanced credential such as P.Eng., OAA, MCIP/RPP, PMP, LEED, PQS, MRICS, AACI, or equivalent is an asset.
  • Additional training in construction law, procurement, project finance, affordable housing development, cost consulting, risk management, or sustainable building practice is an asset.
  • Experience with government housing programs, CMHC financing or funding, municipal approvals, public-sector procurement, contribution agreements, and compliance reporting is highly desirable.

About the company

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WoodGreen Community Services

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WoodGreen Community Services provides a broad set of social services to Toronto residents, coordinating housing resources, health care, seniors’ programs, support for neurodiverse individuals and caregivers, financial counselling, employment services, child care, after-school programs, wrap-around education and employment for single mothers, settlement services for newcomers and refugees, and youth mental health services. These programs are delivered by interdisciplinary teams and through partnerships to help clients navigate barriers and build skills. The organization differentiates itself as one of the largest social service agencies in Toronto and by co-designing services with clients and communities, while serving as a United Way Anchor Agency connected to a broader network. Its goal is to empower individuals and communities to overcome barriers, improve well-being, and pursue independence and opportunity.

Company Size

501-1,000

Company Stage

N/A

Total Funding

N/A

Headquarters

Toronto, Canada

Founded

N/A

Get referred to WoodGreen Community Services

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Simplify Jobs

Simplify's Take

What believers are saying

  • Budget 2026 added $1.1 billion for home and community care, aiding WoodGreen's services.
  • Homeward Bound received a $2 million Raymond Chang Foundation gift in 2026.
  • WoodGreen expanded with Turning Point Youth Services, strengthening youth programming under one banner.

What critics are saying

  • Supportive-housing demand keeps rising while Ontario's $53 million funding covers existing stock, not growth.
  • The 72 Perth Avenue project finishes in 2028, delaying rent revenue and reputational wins.
  • One major provincial funding rollback would cripple operations across housing, youth, and caregiver programs.

What makes WoodGreen Community Services unique

  • WoodGreen serves 40,000 Torontonians annually across 75 programs, spanning housing and care.
  • Toronto selected WoodGreen to manage 59 supportive homes at 185 Cummer Ave by 2026.
  • WoodGreen won a $1 million TD Ready Challenge grant for affordable-housing financing innovation.

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Benefits

  • Hybrid Work Options
  • Remote Work Options

Company News

The Atmospheric Fund
Jul 13th, 2026
Deep Retrofit diary: tower transformation from 1967 to net zero.

Deep Retrofit diary: tower transformation from 1967 to net zero. I know The Atmospheric Fund say this every year, but... The Atmospheric Fund is well underway with its most ambitious retrofit project to date! TAF is working with partners including WoodGreen, ERA Architects, Critical Path, and Penalta Group to complete a net zero retrofit at 444 Logan Ave. With 160 suites of seniors' housing, a key focus of the project has been to minimize resident disruption and improve comfort, resilience, and building performance. I'm excited to provide some updates on the work done so far, and what The Atmospheric Fund is looking forward to for the rest of the project. What's really stood out for me so far hasn't been the innovative technologies or the speed of progress - it's the level of collaboration, care, and respect from everyone involved. There is a strong sense of community and shared purpose. The construction team knows all the details of the project, and how their work is contributing to the end goals. Building staff have remained engaged throughout the process, taking time to understand the changes and how they affect the community. The residents are curious and optimistic - and while no one loves construction, disruptions have been minimized with regular communication. The Atmospheric Fund saw this in action in June, when the heat pumps and ERVs were being lifted via crane to the top of the 21-storey building. The resident coordinator helped to manage traffic in and out of the driveway, while juggling lunch delivery and addressing tenant needs. Several residents chose to sit outside to catch all the action, and had their questions answered by the building staff and construction crew. Commitments by the whole project team to communication, transparency, and collaboration at every stage has helped build trust and foster meaningful partnerships. Since construction started in late 2025, the team has already completed some of the most intensive physical and planning stages of work: Improving the building envelope: * The previous building cladding has been removed, and new prefabricated overcladding panels from Canadian manufacturer Triumph are being installed as The Atmospheric Fund speak. This will make the building more airtight, improving energy efficiency and comfort. * Balconies are typically a big source of heat loss in buildings. Multiple layers of thermal barrier paint have been applied, aiming to prevent heat loss from thermal bridging. Electrifying the building: * Heat pumps, hot water tanks, buffer tanks, and ERVs have all been delivered to site! The old generator was removed from the roof the same day that the heat pumps and ERVs were installed. By the end of the project, residents will enjoy more comfortable units and the added benefit of cooling. * Piping for the heat pumps has been installed on the exterior of the building. Since residents are staying in their suites during construction, this has helped to minimize indoor disruption. In the coming months, prefabricated panel installation continues, including panels on the south side of the building with integrated solar cladding. The Atmospheric Fund is bringing in a new transformer and completing HVAC connections including the fresh air intake dampers in each unit. TAF and its partners will keep you in the loop. Its Retrofit Accelerator was able to partner on this groundbreaking project thanks to the Government of Canada's Deep Retrofit Accelerator Initiative, but with strong demand for retrofit services, The Atmospheric Fund need to see the program recapitalized. With $2 billion in projects lined up across the country's Accelerators, The Atmospheric Fund hope that 444 Logan will be just one of many retrofitted net zero housing projects across Canada. TAF has been involved with project planning, design workshops, project planning and design review. Its funding has supported energy modelling and investigative studies, and The Atmospheric Fund is also monitoring Indoor Environmental Quality in a number of suites during and post-construction.

Education News Canada
Mar 17th, 2026
GEORGE BROWN POLYTECHNIC George Brown hosts WoodGreen and Toronto Council Fire Youth Empowerment Conference, inspiring youth to pursue their own path to success.

GEORGE BROWN POLYTECHNIC George Brown hosts WoodGreen and Toronto Council Fire Youth Empowerment Conference, inspiring youth to pursue their own path to success. March 17, 2026 The Youth Empowerment Conference ignited George Brown Polytechnic's Waterfront Campus on March 6, bringing together Grade 11 and 12 students from across the city for a day filled with meaningful conversation, exploration, and community connection. Organized by WoodGreen Community Services and Toronto Council Fire Native Cultural Centre, the event provided a space where young people could speak openly about the realities of growing up today, from navigating an uncertain economic climate to developing a sense of identity, direction, and purpose. The conference aimed to remind youth that life does not follow a straight path and that success can take many meaningful forms. Storytelling, mentorship, and community connection Throughout the day, participants engaged with speakers and mentors who shared personal insights on resilience and the nonlinear nature of success. Contributors included representatives from the Students Commission of Canada, the Canadian Armed Forces, the Ontario Science Centre, BOLT, local entrepreneurs, and several community partners who helped bring authenticity and depth to the discussion. The event's structure promoted reflection and engagement. A keynote presentation, breakout sessions, a panel discussion, and a lively community resource fair provided youth with chances to learn, ask questions, and connect with organizations dedicated to supporting their educational, personal, and professional growth. "Creating spaces where students can see themselves reflected in post-secondary education is incredibly important," said Jessica Rumboldt, George Brown's Manager of Indigenous Initiatives. "Our Indigenous Initiatives and Black Student Success teams hosted a breakout session to highlight student voices, share lived experiences, and remind youth that there are many pathways to success they do not have to navigate those journeys alone," she noted, emphasizing the importance of representation and community within post-secondary spaces. Community organizations and entrepreneurs showcase possibility Beyond the formal programming, the conference featured a pop-up market and community resource fair highlighting both up-and-coming youth entrepreneurs and long-standing organizations working to empower the next generation. Start-up businesses showcased creative ventures ranging from fashion and beadwork to barbering and handmade artisanal work. Community agencies, including NPower, Friends of Ruby, the Nia Centre, the Aga Khan Museum, the Career Foundation, and many others, engaged participants in conversations about employment pathways, mental health supports, arts programs, skills training, and more. Honouring the diversity of journeys At its core, the conference celebrated the idea that no two paths are the same. Through stories of detours, challenges, discoveries, and resilience, young people were encouraged to recognize their own potential and view obstacles as opportunities for growth. The Toronto Council Fire Native Cultural Centre emphasized this perspective, noting, "Our teaching at the Youth Empowerment Conference prompted youth to reflect on what it means to live the good life Mino Bimaadiziwin and to define wellness and success for themselves rather than through society's normalized standards. Many urban Indigenous youth in our communities often experience a sense of disconnection from their culture, community, and traditional teachings. This created a space to explore and reconnect with their identities in ways that felt meaningful to them." Building a future together The day also underscored the transformative impact of community support, mentorship, and access to knowledge key elements that help shape a young person's future. "Young people today are navigating a world that can feel uncertain and overwhelming. The intention behind the conference was to help youth see that they have agency over their futures and do not have to have everything figured out. There is value in learning from challenges and making a career from their passions. Hosting the conference at George Brown provided students with an opportunity to see themselves in a setting that they may one day find themselves in on their pursuit to success," shared the WoodGreen Conference leadership team, Vanessa Wu and Erik Wexler. The success of the event highlighted what is possible when educational institutions, community organizations, and youth-serving agencies come together with a shared purpose. By bringing students, partners, and presenters into one space, the conference fostered an environment where youth felt seen, supported, and inspired and left reminded that their path forward is theirs to shape, backed by a community ready to walk alongside them. George Brown Polytechnic P.O. Box 1015, Station B Toronto Ontario Canada M5T 2T9

GTA Weekly
Aug 4th, 2025
Keys to the City: WoodGreen Expands Affordable Housing in Etobicoke

WoodGreen's project was awarded $4.94 million, with funds released in installments as development milestones are achieved.

Beach Metro Community News
Dec 16th, 2024
WoodGreen and Toronto Community Housing partner on Homeward Bound program for women-led households

Toronto Community Housing (TCHC) recently announced a collaboration with WoodGreen Community Services to bring more support to some women-led single parent households in TCHC buildings.

Beach Metro Community News
Jul 11th, 2024
WoodGreen's UNMET campaign helping raise funds and awareness as focus put on needs of young people

It's been just over a year since WoodGreen Community Services launched its UNMET campaign, an initiative with aims of addressing Toronto's most underserved needs and creating an equitable living experience for community members.